and that's why I do my best to stay level 1
it worked in Obilivon, it took me a lot of saving up to buy that one powerfull shield, and I was actually happy when I could finally afford it
not so much in Skyrim where you end up with a few hundred rings because vendors run out of money, and it's not like shopkeepers ever have cool, enchanted stuff for sale

I uh... I already am
I set all my skills to 100 and the game on hardest, but to offset that I have a mod that lets me recruit all the companions I want
so I have 3 companions, I can kill bandits in one hit (like I should, swinging a two handed axe into the chest of a barely armoured dude and all) but I have a LOT of trouble taking down "bosses" and dragons
I even have a mod that makes dragon types random, so there's a chance my lvl 1 with 100 health will run into a legendary dragon, do you know what happens then? you ************* run dude, you run, like you should

skyrim doesnt have many npcs with super high level armor like oblivion did even at very high level. And even if it did, good equipment on npcs seems a strange reason to not level up and take advantage of almost half the game you are avoiding by not crafting, leveling, smithing, enchanting, etc.

ya I'm the same way. I can usually sell what armor or weapons i've picked up, but I'm left with a ******** of potions, misc items (gems and whatnot) and scrolls because to sell more than 4 of anyone of those things (except for potions) means you've just used up all the money the vendor had available